Hydrogen Bromide → HCID 22853149, compound

HRID 1421906Notes

Reaction equation

HRID 1421906 reaction equation
Cl.[CH2:2]([NH:5][C@H:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:18]C)[C:12]=2[O:16]C)[CH2:7]1)[CH2:3][CH3:4].[BrH:20]>>[BrH:20].[CH2:2]([NH:5][C@H:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([OH:18])[C:12]=2[OH:16])[CH2:7]1)[CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 22853153HCID 22853153, compound

Product 1

HCID 22853149HCID 22853149, compound

Conditions

Temperature
130 °C

Procedure

A solution of (S)-N-propyl-5,6-dimethoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride (22 g; 76.9 mmoles), prepared as described in example 2, in 48% hydrobromic acid (220 ml) was heated under reflux (about 130° C.) for 3 hours. The solvent was evaporated to dryness under vacuum and the residue was taken twice with toluene, by evaporating to dryness each time. The resultant crude was collected with ethyl acetate and filtered obtaining (S)-N-propyl-5,6-dihydroxy-1,2,3,4-tetrahydro-2-naphthylamine hydrobromide (23 g).

Workup

  1. temperaturewas heated
  2. customThe solvent was evaporated to dryness under vacuum
  3. customby evaporating to dryness each time
  4. customThe resultant crude was collected with ethyl acetate
  5. filtrationfiltered

Sources & evidence

ORD record
ord-7e7cd9191f084fb78c1e413e414a4eaa
Source dataset
uspto-grants-2000_06
Patent number
US06080768

Reaction notes

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